Best Resorts in Winter Park

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Check prices for these dates

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Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Resorts in Winter Park

SPACIOUS 1 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
Outdoor pool, a heated pool

SPACIOUS 1 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT

$170 nightly
The price is $190
Jun 30 - Jul 1
Total includes taxes and fees
SPACIOUS 1 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
SPACIOUS 1 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
Outdoor pool, a heated pool

SPACIOUS 1 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT

$170 nightly
The price is $190
Jun 26 - Jun 27
Total includes taxes and fees
SPACIOUS 1 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
SPACIOUS 2 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
Outdoor pool, a heated pool

SPACIOUS 2 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT

9.8 out of 10, Exceptional, (7)
"Resort was well maintained "
$171 nightly
The price is $191
Jul 17 - Jul 18
Total includes taxes and fees
SPACIOUS 2 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
SPACIOUS 1 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
Fridge, microwave, oven, stovetop

SPACIOUS 1 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT

8.0 out of 10, Very Good, (1)
"Good stsy"
$170 nightly
The price is $190
Jun 25 - Jun 26
Total includes taxes and fees
SPACIOUS 1 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
New and Amazing Tiny House in Kissimmee, FL only 20 minutes to Disney/Universal
Fridge, microwave, oven, stovetop

New and Amazing Tiny House in Kissimmee, FL only 20 minutes to Disney/Universal

$182 nightly
The price is $204
Jul 6 - Jul 7
Total includes taxes and fees
New and Amazing Tiny House in Kissimmee, FL only 20 minutes to Disney/Universal
SPACIOUS 1 BEDROOM LOFT GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
Interior

SPACIOUS 1 BEDROOM LOFT GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT

10.0 out of 10, Exceptional, (13)
"Quiet place that has easy access to airport and route 192. Worked great for me"
$170 nightly
The price is $190
Jun 30 - Jul 1
Total includes taxes and fees
SPACIOUS 1 BEDROOM LOFT GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
SPACIOUS 2 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
Outdoor pool, a heated pool

SPACIOUS 2 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT

10.0 out of 10, Exceptional, (5)
"Cozy and perfect for what we needed. Great location."
$204 nightly
The price is $229
Jun 25 - Jun 26
Total includes taxes and fees
SPACIOUS 2 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
SPACIOUS 1 BEDROOM LOFT GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
Fridge, microwave, oven, stovetop

SPACIOUS 1 BEDROOM LOFT GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT

9.4 out of 10, Exceptional, (19)
"We enjoyed our stay in this very clean, cute and comfortable place. We will stay again."
$170 nightly
The price is $190
Jun 26 - Jun 27
Total includes taxes and fees
SPACIOUS 1 BEDROOM LOFT GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
SPACIOUS 1 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
Outdoor dining

SPACIOUS 1 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT

$170 nightly
The price is $190
Jul 1 - Jul 2
Total includes taxes and fees
SPACIOUS 1 BEDROOM HOUSE GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
Universal's Stella Nova Resort
Front of property

Universal's Stella Nova Resort

3.0 star property
8.8 out of 10, Excellent, (42)
"Perfect price for the proximity to the new park. Rooms are simple but get the job done. Staff is very friendly, too."
$225 nightly
The price is $253
Jun 29 - Jun 30
Total includes taxes and fees
Universal's Stella Nova Resort
Marriott's Grande Vista, Orlando, Florida, United States
Pool

Marriott's Grande Vista, Orlando, Florida, United States

$295 nightly
The price is $328
Jul 7 - Jul 8
Total includes taxes and fees
Marriott's Grande Vista, Orlando, Florida, United States
Marriott's Grande Vista resort in Orlando. 2 BR, 2 Bath, living rm, 1100 sqft.
Pool

Marriott's Grande Vista resort in Orlando. 2 BR, 2 Bath, living rm, 1100 sqft.

10.0 out of 10, Exceptional, (1)
"Wonderful property with a lot of great amenities. "
$395 nightly
The price is $439
Jul 1 - Jul 2
Total includes taxes and fees
Marriott's Grande Vista resort in Orlando. 2 BR, 2 Bath, living rm, 1100 sqft.
Hilton Orlando
2 outdoor pools, cabanas (surcharge), pool umbrellas

Hilton Orlando

4.0 star property
8.2 out of 10, Very Good, (1004)
"Ahhhhhmmmaaazing Staff all of it "
$219 nightly
The price is $247
Jul 18 - Jul 19
Total includes taxes and fees
Hilton Orlando
DoubleTree by Hilton Hotel Orlando at SeaWorld
2 outdoor pools, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Hotel Orlando at SeaWorld

4.0 star property
7.4 out of 10, Good, (6055)
"Excellent stay "
$118 nightly
The price is $132
Jul 10 - Jul 11
Total includes taxes and fees
DoubleTree by Hilton Hotel Orlando at SeaWorld
Hilton Grand Vacations Club Las Palmeras Orlando
Waterslide

Hilton Grand Vacations Club Las Palmeras Orlando

4.0 star property
8.8 out of 10, Excellent, (1007)
"Great place"
$133 nightly
The price is $149
Jul 13 - Jul 14
Total includes taxes and fees
Hilton Grand Vacations Club Las Palmeras Orlando
Rosen Centre Hotel
Outdoor pool, open 6:00 AM to midnight, pool umbrellas, sun loungers

Rosen Centre Hotel

4.0 star property
9.0 out of 10, Wonderful, (3854)
"Love the convenience of the location to the convention center "
$133 nightly
The price is $149
Jul 11 - Jul 12
Total includes taxes and fees
Rosen Centre Hotel
Hilton Grand Vacations Club SeaWorld® Orlando
3 outdoor pools, pool umbrellas, sun loungers

Hilton Grand Vacations Club SeaWorld® Orlando

4.0 star property
8.8 out of 10, Excellent, (1780)
"Great place to stay"
$130 nightly
The price is $146
Jul 6 - Jul 7
Total includes taxes and fees
Hilton Grand Vacations Club SeaWorld® Orlando
The Best place for your trip / Stay Sky Suite
Exterior

The Best place for your trip / Stay Sky Suite

8.0 out of 10, Very Good, (4)
$210 nightly
The price is $234
Jun 25 - Jun 26
Total includes taxes and fees
The Best place for your trip / Stay Sky Suite
Wonderful place / Stay Sky Suite 201
Exterior

Wonderful place / Stay Sky Suite 201

6.0 out of 10, (6)
"The space was perfect for our stay. Easy check in/out and close to all the Orlando parks. There wasn’t a hairdryer as listed but I was able to purchase one close by which wasn’t a problem. The only reason I didn’t rate it a 5 was that the bathroom sink was clogged and wasn’t fixed during our stay. Otherwise it was a great place for our vacation."
$190 nightly
The price is $211
Jun 25 - Jun 26
Total includes taxes and fees
Wonderful place / Stay Sky Suite 201
Studio Enclave 1607 Perfect Location / Free parking
Indoor pool, outdoor pool

Studio Enclave 1607 Perfect Location / Free parking

$214 nightly
The price is $238
Jul 3 - Jul 4
Total includes taxes and fees
Studio Enclave 1607 Perfect Location / Free parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What can I expect from a resort vacation in Winter Park?
Longing for a relaxing getaway? Indulge in all the comforts of a resort, where you can find everything you need for your vacation from tasty dining options to activities and shopping. One of the 1564 comfortable resorts in the area might be just what you're looking for, whether you're hoping for great restaurants on site, shopping possibilities, or activities for the kids.
What's the best resort for my stay in Winter Park?
Our top-rated resorts around Winter Park: DoubleTree by Hilton Hotel Orlando at SeaWorld - Family-friendly resort, 10-minute walk from Aquatica. 14.6 mi (23.4 km) from Winter Park. Features 2 outdoor pools, 2 restaurants, and 3 bars. Popular for its pool. Holiday Inn Resort Orlando - Lake Buena Vista by IHG - Family-friendly resort. 18.6 mi (30 km) from Winter Park. Has 2 hot tubs, a fitness center, and a snack bar/deli. Popular for its pool. Hilton Grand Vacations Club SeaWorld® Orlando - Family-friendly resort. 15.6 mi (25 km) from Winter Park. Guests love the pool. Enjoy the 3 outdoor pools, children's pool, and 3 hot tubs. Westgate Palace Hotel / Universal / I-Drive - Family-friendly resort. 12.5 mi (20.2 km) from Winter Park. Amenities include a children's pool, a fitness center, and a snack bar/deli. Guests love the great location. Wyndham Garden Lake Buena Vista -- Disney Springs® Area - Family-friendly resort less than 10 minutes from Disney Springs™. 18.8 mi (30.2 km) from Winter Park. Guests love the pool. Access to 2 outdoor pools, 3 restaurants, and 2 bars.
What can I do in Winter Park?
Travelers enjoy the shopping and other activities in Winter Park, and also have good things to say about the dining options here. Check out the interesting exhibits at Casa Feliz Historic Home Museum and Albin Polasek Museum and Sculpture Gardens, or grab your golf clubs for a game at Winter Park Country Club or Winter Pines Golf Club. Other top attractions in the area include Universal Studios Florida and Universal Orlando Resort.
What's the seasonal weather like in Winter Park?
The hottest months are usually July and August with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Park are August, September, July, and June, with each month seeing an average of 7 inches of rainfall.
What's the best way to get to and around Winter Park?
Fly into Orlando Intl. Airport (MCO), which is located 11.8 mi (19 km) from the city center. Otherwise, look for flights into Orlando Sanford Intl. Airport (SFB), which is 13.4 mi (21.6 km) away. To venture out into the surrounding area, hop aboard a train at Winter Park Station.